Get ready for an unforgettable summer in Orangeville! The excitement is building as we gear up for the 2025 festival season. Our community's lively spirit will shine all summer long as we host an impressive line-up of local events. Our festival guide ensures you won't miss a single sound, taste, or moment. Be sure to check this year's dates and locations - a few events have moved to make way for even more fun. Then mark your calendars and get ready to join the festivities in Orangeville this summer!

Orangeville Blues and Jazz Festival

Friday, May 30 to Sunday, June 1 | Downtown Orangeville

Our community’s headline event kicks off festival season. The award-winning Orangeville Blues and Jazz Festival will feature live performances on streets, stages, and venues, accompanied by events and activities that will keep you strolling and strumming all weekend long.

Barry Burman Summer Shootout

June 2026 | Alder Recreation Centre

This annual tournament weekend is hosted by the Orangeville Northmen Lacrosse Association and features ninety games played by five divisions from across the province.

Celebrate Your Awesome

Saturday, June 21 | Alexandra Park and Second Street

Celebrate Your Awesome is a colourful display of pride and diversity. This family-friendly event offers a safe and welcoming atmosphere that invites participants to recognize and appreciate their differences. Food trucks, vendors, buskers, live music, and two drag shows are just some of the fun activities.

Orangeville Rotary Ribfest

Friday, July 18 to Sunday, July 20 | Alder Recreation Centre

Sink your teeth into summer at the 16th annual Orangeville Rotary Ribfest. Savour delicious fare served up by 6 featured ribbers and a variety of food truck vendors. While you feast, enjoy live entertainment all weekend long. Don’t miss the Classic Car Show on Saturday afternoon and KidsFest on Sunday.

Theatre Orangeville's Summer Arts Fest

Friday, August 8 to Sunday, August 10 | Opera House and Alexandra Park

Theatre Orangeville’s Summer Arts Fest is back for 2025 and in a new location, right in downtown Orangeville! The extensive event lineup celebrates art, music, artistic expression, and most of all fun! 

Dufferin Film Festival

Friday, August 15 to Sunday, August 17 | Opera House

The Dufferin Film Festival is a celebration of Canadian independent cinema. Hosted at Orangeville's historic Opera House over three days, this year's expanded festival features all genres of Canadian-made short films and showcases Canadian Indie Filmmakers.

These are just some of Orangeville's favourite festivals. You will find more events to enjoy this summer and beyond in our event calendar.

Saturdays

ORANGEVILLE FARMERS' MARKET

Opening day May 3

8 a.m. to 1 p.m., Beside Town Hall on Second Street

April 27



ACHILL CHORAL SOCIETY SPRING MIX CONCERT

Westminster United Church, 3:30 p.m.

Apr 28



MONDAY NIGHT AT THE MOVIES

Galaxy Cinemas, 4:30, 7 and 9:10 p.m.

May 1 to 18





I'M IN LOVE WITH YOUR SISTER

A Theatre Orangeville production

Opera House

May 10



ORANGEVILLE COMICON

Orangeville Curling Club, 10 a.m. to 3 p.m.

May 10



GCW LIVE WRESTLING

Orangeville Curling Club, 6 p.m.

May 30 to June 1



ORANGEVILLE BLUES AND JAZZ FESTIVAL

Downtown Orangeville

June 4 to 8



RBC CANADIAN OPEN

TPC Toronto at Osprey Valley, Alton

Meet Jasnoor Singh Bedi

Barista, Cafetown

Jazz provides friendly service with a big smile and a sense of humour at Cafetown in downtown Orangeville. Cafetown is a distinctive and welcoming space where neighbours can connect and enjoy a cafe experience that celebrates both Indo-Canadian tradition and innovation. 

When asked what he loves about Orangeville, Jazz said, "I love the variety of people I encounter in Orangeville. Our customers have a positive energy that brightens each day."

Call for Artists now open

Throughout Orangeville, there are 35 functional utility boxes that have been transformed into colourful displays of artwork. Each piece features the work of a local artist and this year, the Town is looking to add up to four more locations to the collection through the annual Call for Artists.

Eligible artists must reside in Dufferin County and be over 18 years of age. Submissions are due by Thursday, May 15 at 12 p.m. Full details can be found online.

You can find all of the current public art installations in Orangeville using our digital guide.

Volunteer at the RBC Canadian Open

In June, the RBC Canadian Open comes to our area for the very first time and they need passionate volunteers to launch this world-class tournament.

Whether you’re excited to welcome fans with your enthusiasm, keep the event running smoothly behind the scenes, experience the thrill of a world‑class tournament, or collaborate with a passionate team, there is a volunteer role that is perfect for you!

To find out more about volunteering at the RBC Canadian Open, read the RBC Open Volunteer Newsletter and register online.

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